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Natural Products - Other Signal Transduction Pathway Modulators
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ALX-350-031 Revised 07-Apr-08
Ingenol (high purity)
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Other Signal Transduction Pathway Modulators
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ALX-350-031-M001   1 mg 45.00 USD Add To Cart
ALX-350-031-M005   5 mg 195.00 USD Add To Cart
Product Specification
FORMULA: C20H28O5
MW: 348.4
CAS NUMBER: 30220-46-3
PURITY: ≥98%
APPEARANCE: Solid.
SOLUBILITY: Soluble in DMSO and 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
HANDLING: Protect from light.
HAZARD: TOXIC.

Product Description
Extremely weak protein kinase C (PKC) activator. Starting material for synthesis of ingenol derivatives.
Product Specific Literature References
Specific binding to protein kinase C by ingenol and its induction of biological responses: C.M. Hasler, et al.; Cancer Res. 52, 202 (1992) Abstract
Preconditioning of isolated rabbit cardiomyocytes: effects of glycolytic blockade, phorbol esters, and ischaemia: S. Armstrong & C.E. Gonote; Cardiovasc. Res. 28, 1700 (1994) Abstract
Total synthesis of ingenol: I. Kuwajima & K. Tanino; Chem. Rev. 105, 4661 (2005), (Review) Abstract
Further Categories Containing This Product:
PKC Activators • Chemical Synthesis - Reagents & Intermediates
 
 
ALX-350-035 Revised 14-Nov-07
Isotetrandrine
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SYNONYMS Berbamine methyl ether
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Other Signal Transduction Pathway Modulators
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ALX-350-035-M001   1 mg 65.00 USD Add To Cart
Product Specification
FORMULA: C38H42N2O6
MW: 622.8
CAS NUMBER: 477-57-6
RTECS: NX7285000
PURITY: ≥98%
APPEARANCE: Off-white solid.
SOLUBILITY: Soluble in DMSO or 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
Alkaloid inhibitor of G-protein mediated activation of phospholipase A2 (PLA2) but not phospholipase C or D.
Product Specific Literature References
Total syntheses of optically active natural isotetrandrine, phaeanthine and tetrandrine
: Y. Inubushi, et al.; Tetrahedron Lett. 30, 3399 (1968) Abstract
Suppressive effect of biscoclaurine alkaloids on agonist-induced activation of phospholipase A2 in rabbit platelets: T. Hashizume, et al.; Biochem. Pharmacol. 41, 419 (1991) Abstract
Biscoclaurine alkaloids inhibit receptor-mediated phospholipase A2 activation probably through uncoupling of a GTP-binding protein from the enzyme in rat peritoneal mast cells: S. Akiba, et al.; Biochem. Pharmacol. 44, 45 (1992) Abstract
Inhibition of membrane tubule formation and trafficking by isotetrandrine, an antagonist of G-protein-regulated phospholipase A2 enzymes: D. Chan, et al.; Mol. Biol. Cell 15, 1871 (2004) Abstract
Further Categories Containing This Product:
PLA2 Inhibitors • Alkaloids
 
 
ALX-350-279 Revised 02-Jun-08
Isoxanthohumol
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Other Natural Products - DNA Regulation / Transcription
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ALX-350-279-M001   1 mg 60.00 USD Add To Cart
Product Specification
FORMULA: C21H22O5
MW: 354.4
SOURCE/HOST: Synthetic.
PURITY: ≥98%
APPEARANCE: White powder.
SOLUBILITY: Soluble in DMSO (50mg/ml) or methanol (50mg/ml).
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C

Product Description
Prenylated flavonoid. Phytoestrogen. Induces apoptosis in mature adipocytes.
Product Specific Literature References
Xanthohumol and related prenylflavonoids from hops and beer: to your good health!: J.F. Stevens & J.E. Page; Phytochemistry 65, 1317 (2004), (Review) Abstract
Inhibition of endothelial cell functions by novel potential cancer chemopreventive agents: E. Bertl, et al.; BBRC 325, 287 (2004) Abstract
Metabolism of xanthohumol and isoxanthohumol, prenylated flavonoids from hops (Humulus lupulus L.), by human liver microsomes: D. Nikolic, et al.; J. Mass Spectrom. 40, 289 (2005) Abstract
The prenylflavonoid isoxanthohumol from hops (Humulus lupulus L.) is activated into the potent phytoestrogen 8-prenylnaringenin in vitro and in the human intestine: S. Possemiers, et al.; J. Nutr. 136, 1862 (2006) Abstract
Identification of human hepatic cytochrome P450 enzymes involved in the metabolism of 8-prenylnaringenin and isoxanthohumol from hops (Humulus lupulus L.): J. Guo, et al.; Drug Metab. Dispos. 34, 1152 (2006)
Effect of xanthohumol and isoxanthohumol on 3T3-L1 cell apoptosis and adipogenesis: J.Y. Yang, et al.; Apoptosis 12, 1953 (2007) Abstract
Further Categories Containing This Product:
Flavanones • Estrogen & Estrogen Receptors / Related Products • Natural Products - Apoptosis Inducers & Inhibitors • Active Substances from Fruit and Vegetables • Natural Products - Other Signal Transduction Pathway Modulators • Lipid Metabolism Other Products
 
 
ALX-350-038 Revised 07-Apr-08
Luffariellolide
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Other Signal Transduction Pathway Modulators
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ALX-350-038-M001   1 mg 95.00 USD Add To Cart
Product Specification
FORMULA: C25H38O3
MW: 386.6
CAS NUMBER: 111149-87-2
SOURCE/HOST: Isolated from sponge Luffariella sp.
PURITY: ≥97% (HPLC)
APPEARANCE: Oil.
SOLUBILITY: Soluble in DMSO or 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.
HAZARD: HARMFUL.

Product Description
Structurally related to manoalide (Prod. No. ALX-350-045). Anti-inflammatory phospholipase A2 (PLA2) inhibitor (IC50=0.23µM). Less potent than manoalide, but partially reversible. Inhibits human recombinant sPLA2 selectively over cPLA2.
Product Specific Literature References
Luffariellolide, an anti-inflammatory sesterterpene from the marine sponge Luffariella spp.: K.F. Albizati, et al.; Experientia 43, 949 (1987)
PAF and LTB4 biosynthesis in the human neutrophil: effects of putative inhibitors of phospholipase A2 and specific inhibitors of 5-lipoxygenase: K.B. Glaser, et al.; Agents Actions 34, 89 (1991) Abstract
Characterization and pharmacological modulation of soluble phospholipase A2 generated during glycogen-induced rat peritonitis: L.A. Marshall, et al.; Agents Actions 37, 60 (1992) Abstract
Further Categories Containing This Product:
PLA2 Inhibitors • Natural Products - Anti-inflammatory Agents • Marine Natural Products
 
 
ALX-385-007 Revised 07-Oct-08
Luteolin
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SYNONYMS 3',4',5,7-Tetrahydroxyflavone
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Flavones
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ALX-385-007-M010   10 mg 15.00 USD Add To Cart
ALX-385-007-M050   50 mg 45.00 USD Add To Cart
Product Specification
FORMULA: C15H10O6
MW: 286.2
CAS NUMBER: 491-70-3
MERCK INDEX: 14: 5614
RTECS: LK9275210
PURITY: ≥90%
APPEARANCE: Yellow powder.
SOLUBILITY: Soluble in methanol, alkaline solutions; slightly soluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: +20°C

Product Description
Antioxidant flavonoid. Inhibits VEGF-induced angiogenesis. Inhibitor of phosphoinositide 3-kinase (PI(3)K). Inhibitor of fatty acid synthase (FAS). Apoptosis inducer.
Product Specific Literature References
Structure-antioxidant activity relationships of flavonoids and phenolic acids: C.A. Rice-Evans, et al.; Free Radical Biol. & Med. 20, 933 (1996), (Review) Abstract
Luteolin inhibits vascular endothelial growth factor-induced angiogenesis; inhibition of endothelial cell survival and proliferation by targeting phosphatidylinositol 3'-kinase activity: E. Bagli, et al.; Cancer Res. 64, 7936 (2004)
Dietary flavonoids: bioavailability, metabolic effects, and safety: J.A. Ross & C.M. Kasum; Annu. Rev. Nutr. 221, 19 (2002), (Review) Abstract
Pharmacological inhibitors of Fatty Acid Synthase (FASN)--catalyzed endogenous fatty acid biogenesis: a new family of anti-cancer agents?: R. Lupu & J. A. Menendez; Curr. Pharm. Biotechnol. 7, 483 (2006), (Review) Abstract
Further Categories Containing This Product:
Natural Products - Other Signal Transduction Pathway Modulators • Fatty Acid Synthase [FAS] / Related Products • Free Radical Scavengers • Natural Products for Angiogenesis Research • Natural Products - Apoptosis Inducers & Inhibitors • Natural Products - Antioxidants • Phosphoinositide 3-kinase [PI(3)K] / Related Products
 
 
ALX-350-328 Revised 07-Apr-08
(+)-Madindoline A
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SYNONYMS MadA
MDL-A
[(2R), 3aR, 8aS]-8-[4-(n-Butyl)-2,5-dimethyl-1, 3-dioxo-2-(4-cyclopentyl)methyl]-3, 3a, 8,8a-tetrahydro-3a-hydroxy-2H-furo[2,3-b] indole
PRODUCT LINE Chemokines & Cytokines
PRODUCT CATEGORY Interleukin & Interleukin Receptors Other Products
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ALX-350-328-MC05   0.5 mg 330.00 USD Add To Cart
ALX-350-328-M001   1 mg 580.00 USD Add To Cart
Product Specification
FORMULA: C22H27NO4
MW: 370.2
SOURCE/HOST: Synthetic.
PURITY: ≥97%
APPEARANCE: Light yellow needles
SOLUBILITY: Soluble in methanol or 100% ethanol; insoluble in hexane.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
Madindolines are noncytotoxic indole alkaloids originally isolated from a fermentation broth of Streptomyces nitrosporeus K93-071. (+)-Madindoline A (MadA; MDL-A) and (+)-madindoline B (MadB; MDL-B) are diastereomers with MadA being the more potent compound. MadA binds competitively but noncovalently to the extracellular domain of the membrane glycoprotein gp130 and inhibits the homodimerization of the trimeric IL-6/IL-6R/gp130 or the IL-11/gp130 complex, thus inhibiting activation of the JAK/STAT signal transduction pathway. MadA inhibits IL-6 and IL-11-induced osteoclastogenesis in vitro in a dose dependent manner and postmenopausal osteoporosis in vivo, by a mechanism different from that of 17β-estradiol. IL-6 activity is known to cause various diseases such as cancer cachexia, Castleman’s disease, Crohn’s disease, rheumatoid arthritis, hypercalcemia, and multiple myeloma. Madindolines are no longer available from natural sources due to mutation of the originating bacterial strain. Thus, synthetic routes have been developed to produce madindolines. Recently analogs of madindolines have been synthesized as potent IL-6 inhibitors.
Product Specific Literature References
Madindoline, a novel inhibitor of IL-6 activity from Streptomyces sp. K93-0711. I. Taxonomy, fermentation, isolation and biological activities: M. Hayashi, et al.; J. Antibiot. 49, 1091 (1996) Abstract
Madindolines, novel inhibitors of IL-6 activity from streptomyces sp. K93-0711. II. Physico-chemical properties and structural elucidation: S.Takamatsu, et. al.; J. Antibiot. 50, 1069 (1997) Abstract
Binding of madindoline A to the extracellular domain of gp130: A.Z. Saleh, et al.; Biochemistry 44, 10822 (2005) Abstract
Association of transcription factor APRF and protein kinase Jak1 with the interleukin-6 signal transducer gp130: C. Lutticken, et al.; Science 263, 89 (1994) Abstract
Suppression of bone resorption by madindoline A, a novel nonpeptide antagonist to gp130: M. Hayashi, et al.; PNAS 99, 14728 (2002) Abstract
Mechanisms of experimental cancer cachexia. Local involvement of IL-1 in colon-26 tumor: G. Strassmann, et.al.; J. Immunol. 150, 2341 (1993) Abstract
Pathogenic significance of interleukin-6 (IL-6/BSF-2) in Castleman’s disease: K. Yoshizaki, et al.; Blood 74, 1360 (1989) Abstract
Inhibition of IL-6 for the treatment of inflammatory diseases: N. Nishimoto & T. Kishimoto; Curr. Opin. Pharmacol. 4, 386 (2004) Abstract
Blockage of interleukin-6 receptor ameliorates joint disease in murine collagen-induced arthritis: N. Takagi, et al.; Arthritis Rheum. 41, 2117 (1998) Abstract
Interleukin-6 enhances hypercalcemia and bone resorption mediated by parathyroid hormone-related protein in vivo: J. de la Mata, et al.; J. Clin. Invest. 95, 2846 (1995) Abstract
Granulocyte-macrophage colony-stimulating factor synergizes with interleukin-6 in supporting the proliferation of human myeloma cells: X.G. Zhang, et al.; Blood 76, 2599 (1990) Abstract
Synthesis of (+)-madindoline A and (+)-madindoline B: L. Wan & M.A. Tius; Org. Lett. 9, 647 (2007) Abstract
Design, synthesis, and biological activities of madindoline analogues: D. Yamamoto, et al.; Bioorg. Med. Chem. Lett. 16, 2807 (2006) Abstract
Efficient total synthesis of novel bioactive microbial metabolites: T. Sunazuka, et al.; Acc. Chem. Res. 41, 302 (2008) Abstract
General Information
MANUFACTURER Manufactured by the Kitasato Institute, Tokyo.
Further Categories Containing This Product:
Natural Products - Other Signal Transduction Pathway Modulators • Alkaloids • Bone Metabolism Other Products
 
 
ALX-350-045 Revised 07-Apr-08
Manoalide
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Other Signal Transduction Pathway Modulators
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ALX-350-045-C100   100 µg 80.00 USD Add To Cart
ALX-350-045-M001   1 mg 190.00 USD Add To Cart
Product Specification
FORMULA: C25H36O5
MW: 416.6
CAS NUMBER: 75088-80-1
SOURCE/HOST: Isolated from Luffariella variabilis.
PURITY: ≥98% (TLC)
APPEARANCE: Colorless oil.
SOLUBILITY: Soluble in DMSO, 100% ethanol or methanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
Inhibits irreversibly phospholipase A2 (PLA2) by covalently modifying lysine residues. Also inhibits phospholipase C (PLC) and Ca2+ channels. Inhibits superoxide generation in polymorphonuclear leukocytes. Has anti-inflammatory and analgesic properties. Shows strong quorum sensing antagonism.
Product Specific Literature References
Manoalide, a natural sesterterpenoid that inhibits calcium channels: L.A. Wheeler, et al.; J. Biol. Chem. 262, 6531 (1987) Abstract; Full Text
Inactivation of human synovial fluid phospholipase A2 by the marine natural product, manoalide: P.B. Jacobson, et al.; Biochem. Pharmacol. 39, 1557 (1990) Abstract
Inhibition of venom phospholipases A2 by manoalide and manoalogue. Stoichiometry of incorporation: L.J. Reynolds, et al.; J. Biol. Chem. 266, 16512 (1991) Abstract; Full Text
Modulation of superoxide anion generation by manoalide, arachidonic acid and staurosporine in liver infiltrated neutrophils in a rat model of endotoxemia: A.M. Mayer & J.A. Spitzer; J. Pharmacol. Exp. Ther. 267, 400 (1993) Abstract
Phospholipase A2 activation in cultured mouse hepatocytes exposed to tumor necrosis factor-alpha: G.M. Adamson, et al.; J. Biochem. Toxicol. 9, 181 (1994) Abstract
Identification of two specific lysines responsible for the inhibition of phospholipase A2 by manoalide: I.D. Bianco, et al.; Biochim. Biophys. Acta 1250, 197 (1995) Abstract
Effect of manoalide on human 5-lipoxygenase activity: F. Cabre, et al.; Inflamm. Res. 45, 218 (1996) Abstract
Manoalide: A. Soriente, et al.; Curr. Med. Chem. 6, 415 (1999), Review Abstract
Quorum Sensing Antagonism from Marine Organisms: M.E. Skindersoe, et al.; Mar. Biotechnol. (NY) 10, 56 (2008) Abstract
Further Categories Containing This Product:
PLA2 Inhibitors • Phospholipase C / Related Products • Natural Products - Anti-inflammatory Agents • Ca2+ Channels Other Products • Bacteria Other Products
 
 
ALX-350-042 Revised 08-Oct-08
Mezerein (high purity)
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PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Other Signal Transduction Pathway Modulators
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ALX-350-042-M001   1 mg 70.00 USD Add To Cart
Product Specification
FORMULA: C38H38O10
MW: 654.7
CAS NUMBER: 34807-41-5
RTECS: HB5425500
SOURCE/HOST: Isolated from Daphne mezereum.
PURITY: ≥98%
APPEARANCE: White to off-white solid.
SOLUBILITY: Soluble in 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HAZARD: MAY BE CARCINOGENIC. IRRITANT.

Product Description
Protein kinase C (PKC) activator. Second stage tumor promoter whereas phorbol-12-myristate 13-acetate (PMA) (Prod. No. ALX-445-004) is a first stage tumor promoter. May be of use for studying phorbol ester receptor isotypes. Induces interleukin-1α. Coinducer of interferon with phytohemagglutinin.
Product Specific Literature References
Studies on the mechanism of skin tumor promotion: evidence for several stages in promotion: T.J. Slaga, et al.; PNAS 77, 3659 (1980) Abstract
Two phorbol ester receptor affinities in partially transformed human urothelial cells and decrease of receptor binding in desensitized cells: B. Christensen, et al.; Experientia 49, 80 (1993) Abstract
Relationship between mezerein-mediated biological responses and phorbol ester receptor occupancy: S. Jaken, et al.; Cancer Res. 43, 11 (1983) Abstract
Modulation of interleukin-1 alpha mRNA expression in mouse epidermis by tumor promoters and antagonists: W.Y. Lee, et al.; Mol. Carcinog. 7, 26 (1993) Abstract
Induction of differentiation in human promyelocytic HL-60 leukemia cells activates p21, WAF1/CIP1, expression in the absence of p53: H. Jiang, et al.; Oncogene 9, 3397 (1994) Abstract
Stimulation of calcium sequestration by mezerein, a protein kinase C activator, in saponized rabbit platelets: H. Nishio, et al.; Gen. Pharmacol. 25, 413 (1994) Abstract
Further Categories Containing This Product:
Carcinogens & Tumor Promoters Other Products • PKC Activators • Natural Products - Other Tumor Promoters
 
 
ALX-385-010 Revised 08-Apr-08
(±)-Naringenin
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SYNONYMS (±)-4',5,7-Trihydroxyflavanone
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Flavanones
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ALX-385-010-G001   1 g 15.00 USD Add To Cart
Product Specification
FORMULA: C15H12O5
MW: 272.3
CAS NUMBER: 67604-48-2
MERCK INDEX: 14: 6424
PURITY: ≥95%
APPEARANCE: Light yellow to tan powder.
SOLUBILITY: Soluble in 100% ethanol; almost insoluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: +20°C
HANDLING: Protect from light.
HAZARD: IRRITANT.

Product Description
Antioxidant flavonoid. Has anti-inflammatory and antitumor properties. Induces apoptosis. Stimulates DNA repair following oxidative damage. Inhibits the activity of phosphoinositide 3-kinase (PI(3)K).
Product Specific Literature References
Structure-antioxidant activity relationships of flavonoids and phenolic acids: C.A. Rice-Evans, et al.; Free Radical Biol. & Med. 20, 933 (1996), (Review) Abstract
Naringenin inhibits phosphoinositide 3-kinase activity and glucose uptake in 3T3-L1 adipocytes: A. W. Harmon & Y. M. Patel; BBRC 305, 229 (2003) Abstract
The citrus flavonoid naringenin stimulates DNA repair in prostate cancer cells: K. Gao, et al.; J. Nutr. Biochem. 17, 89 (2006) Abstract
Naringenin-induced apoptosis via activation of NF-kappaB and necrosis involving the loss of ATP in human promyeloleukemia HL-60 cells: S. Kanno, et al.; Toxicol. Lett. 166, 131 (2006) Abstract
Inhibitory effect of naringenin chalcone on inflammatory changes in the interaction between adipocytes and macrophages: S. Hirai, et al.; Life Sci. 81, 1272 (2007) Abstract
Further Categories Containing This Product:
Natural Products - Other Signal Transduction Pathway Modulators • Active Substances from Fruit and Vegetables • Natural Produ